Given that we will be migrating from Bamboo Cloud to a new Bamboo Server, and that we currently run Jira and Confluence Cloud, can we authenticate our new Bamboo Server, against our existing Cloud (Crowd)?

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This is not possible. Bamboo Cloud offers an "Export to server" option which copies all user data (except passwords) from Crowd into the local database, so you should be covered when it comes to existing user base.